Methyl 3-aminocrotonate

Product Name: Methyl 3-aminocrotonate
CAS No.: 14205-39-1
Chemical Name: Methyl 3-aminocrotonate
Synonyms: Methyl (Z)-3-Aminobut-2-enoate;3-Aminocrotonate;(Z)-Methyl 3-aMinobut-2-enoate;methyl (E)-3-aminobut-2-enoate;3-Amino-but-2-enoic acid methyl ester;PALO-012;Nifedipine-4;Methyl 3-aminocroton;Nifedipine Impurity 5;Methyl 3-aminocrotote
CBNumber: CB2222855
Molecular Formula: C5H9NO2
Formula Weight: 115.13
MOL File: 14205-39-1.mol

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Methyl 3-aminocrotonate Property

Melting point:: 81-83 °C(lit.)
Boiling point:: 112°C 42mm
Density: 1.1808 (rough estimate)
vapor pressure: 2.79-2.853hPa at 25℃
refractive index: 1.4538 (estimate)
Flash point:: 91 °C
storage temp.: Keep in dark place,Inert atmosphere,2-8°C
solubility: 18g/l
form: Crystalline Powder
pka: 5.27±0.70(Predicted)
color: White to slightly yellow
PH: 8-9 (18g/l, H2O, 20℃)
Water Solubility: insoluble
Sensitive: Hygroscopic
BRN: 956592
InChIKey: XKORCTIIRYKLLG-ONEGZZNKSA-N
LogP: -0.27 at 25℃
CAS DataBase Reference: 14205-39-1(CAS DataBase Reference)
EPA Substance Registry System: 2-Butenoic acid, 3-amino-, methyl ester (14205-39-1)

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Safety

Hazard Codes: Xn
Risk Statements: 22-36/37/38
Safety Statements: 37/39-26-24/25
WGK Germany: 3
RTECS: EM9092500
TSCA: Yes
HS Code: 29224995

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 129712
Product name: Methyl 3-aminocrotonate
Purity: 97%
Packaging: 100g
Price: $54.6
Updated: 2024/03/01

Sigma-Aldrich

Product number: 129712
Product name: Methyl 3-aminocrotonate
Purity: 97%
Packaging: 500g
Price: $54.8
Updated: 2024/03/01

TCI Chemical

Product number: A1001
Product name: Methyl 3-Aminocrotonate
Purity: >98.0%(T)
Packaging: 25g
Price: $16
Updated: 2024/03/01

TCI Chemical

Product number: A1001
Product name: Methyl 3-Aminocrotonate
Purity: >98.0%(T)
Packaging: 500g
Price: $90
Updated: 2024/03/01

Alfa Aesar

Product number: B24953
Product name: Methyl 3-aminocrotonate, 97%
Packaging: 500g
Price: $95.3
Updated: 2024/03/01

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Methyl 3-aminocrotonate Chemical Properties,Usage,Production

Chemical Properties

Crystals, yellowish-white

Uses

Methyl 3-aminocrotonate is used as intermediate for the syntheses of pharmaceuticals (e.g. 1,4-dihydropyridine derivatives) as well as for the manufacture of stabilizers and plastics. Product Data Sheet

Uses

Methyl 3-aminocrotonate (Methyl 3-amino-2-butenoate) was used to synthesize 4-aryl-1,4-dihydropyridines possessing potential calcium channel blocking activity.

Uses

Nitrendipine (N490150) metabolite. The pharmacokinetics of Nitrendipine was studied in the rat and 6 major metabolites were identified.

Application

Methyl 3-aminocrotonate reacts with benzene to form the corresponding E-2-phenyliodonio tosylate in good yield. This new alkenyl iodonium salt upon reaction with various nucleophiles offers an easy access to substituted enamine derivatives of crotonic acid. The reaction can be also extended to N-substituted crotonates^[1].

Preparation

3-Aminocrotonate Esters, e.g., methyl 3- aminocrotonate [14205-39-1] (3-amino-2-butenoic acid, methyl ester) can be prepared by treatment of acetoacetates with aqueous ammonia. They are mainly used in the production of a series of the dihydropyridine-type calcium antagonists.

General Description

Methyl 3-aminocrotonate undergoes waste-free solid-state cascade reaction with crystalline ninhydrin.

Flammability and Explosibility

Not classified

References

[1] IOANNIS PAPOUTSIS; Anastasios V ?; Spyros Spyroudis ?. Reactivity of a new alkenyl phenyliodonium tosylate derived from methyl 3-aminocrotonate[J]. Tetrahedron, 1998. DOI:10.1016/S0040-4020(97)10354-4.

Methyl 3-aminocrotonate Preparation Products And Raw materials

Raw materials

Preparation Products

Benidipine Cilnidipine Isradipine Nitrendipine Felodipine Manidipine Nisoldipine Amlodipine

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Methyl 3-aminocrotonate Suppliers

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View Lastest Price from Methyl 3-aminocrotonate manufacturers

Hebei Weibang Biotechnology Co., Ltd

Product: Methyl 3-aminocrotonate 14205-39-1
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2024-11-27

HUBEI VITORCOME PHARMACEUTICAL CO.,LTD

Product: Methyl 3-aminocrotonate 14205-39-1
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 2 ton
Release date: 2024-09-05

Shaanxi TNJONE Pharmaceutical Co., Ltd

Product: Methyl 3-aminocrotonate 14205-39-1
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10000kg
Release date: 2024-04-15

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